What's the best town to be poor in?

Presumably, a lot of people feel the answer is "San Francisco." I've never seen so many homeless people given free rein in a city. The situation is bad enough that I would avoid living there for that reason alone, despite everything that's wonderful about the place.

Portland is great for summer and fall, but not for winter. Wet and cold.

Honey, the best place to be homeless is Florida. It's not only warm, but you can eat fruit right off the trees.

Hawaii

Portland has a new building specifically for the homeless (showers, lockers, transitional housing, etc.) that really is among the nicest new buildings in town.
Santa Barbara seemed to have a large homeless population and I assume they're there not just because of the beach but also good services, wealthy residents, etc.